368-90-1

Usage

Uses

Used in Organic Synthesis:
4-(Trifluoromethyl)phenylhydrazine is used as a key intermediate for the synthesis of various organic compounds. Its unique structure, which includes a trifluoromethyl group, allows for a range of reactions and the creation of diverse chemical products.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, 4-(Trifluoromethyl)phenylhydrazine is utilized as a crucial raw material in the development of new drugs. Its properties make it a valuable component in the synthesis of medicinal compounds, potentially leading to the creation of novel therapeutic agents.
Used in Agrochemicals:
4-(Trifluoromethyl)phenylhydrazine is also employed in the agrochemical industry, where it is used as a starting material for the production of various agrochemicals. Its application in this field contributes to the development of new pesticides and other agricultural products.
Used in Dye Industry:
In the dyestuff industry, 4-(Trifluoromethyl)phenylhydrazine is used as an intermediate for the synthesis of different types of dyes. Its unique chemical structure allows for the creation of dyes with specific properties, such as color intensity and stability.
Used in Material Science:
4-(Trifluoromethyl)phenylhydrazine participates in the one-step reduction and functionalization of graphene oxide, a process that is essential for the development of advanced materials with improved properties. Its role in this process highlights its importance in the field of material science and technology.

InChI:InChI=1/C8H4F4O/c9-7(13)5-1-3-6(4-2-5)8(10,11)12/h1-4H

Upstream product

• 137273-09-7 N'-(4-Trifluoromethyl-phenyl)-hydrazinecarboxylic acid 2,2,2-trichloro-ethyl ester 
• 98-56-6 4-chlorobenzotrifluoride 
• 69732-95-2 C₇H₅F₃N₂O₂ 
• 25102-84-5 p-trifluorobenzene diazonium chloride 
• 455-14-1 4-trifluoromethylphenylamine 

Downstream Products

• 118031-38-2 5-methyl-2-(4-(trifluoromethyl)phenyl)-2,4-dihydro-3H-pyrazol-3-one 
• 929298-56-6 (1,1-dioxo-2-(4-trifluoromethylphenyl)-2,3-dihydro-1H-1λ⁶-[1,2,3,5]thiatriazol-4-yl)dimethylamine 
• 565214-68-8 ethyl 2-(4-trifluoromethylphenylhydrazono)propionate 
• 565214-66-6 2-(4-trifluoromethylphenylhydrazono)propionic acid 
• 445-29-4 o-fluoro-benzoic acid 
• 128789-86-6 4-methyl-2-(4-trifluoromethylphenyl)-1,4-dihydro[1]benzothiopyrano[4,3-c ]pyrazol-3(2 H)-one 
• 220000-40-8 ethyl 2-benzoylamino-3-{[(4-trifluoromethyl)phenyl]hydrazono}propanoate 
• 565214-70-2 ethyl 3-ethoxy-2-(4-trifluoromethylphenylhydrazono)propionate 
• 1067647-76-0 2,5-dihydro-α-hydroxy-3-methyl-5-oxo-α-trifluoromethyl-1-(4-trifluoromethylphenyl)-1H-pyrazole-4-acetic acid methyl ester 
• 1208102-76-4 3,4-dimethyl-6-(4-(trifluoromethyl)phenyl)isoxazolo[3,4-d]pyridazin-7(6H)-one 
• 937279-35-1 tert-butyl 2-(4-(trifluoromethyl)phenyl)hydrazine-1-carboxylate 
• 1224434-13-2 N-(prop-2-ynyl)-2-(4-(trifluoromethyl)phenyl)hydrazinecarboxamide 
• 1224434-15-4 ethyl 2-(4-(trifluoromethyl)phenyl)hydrazinecarboxylate 
• 951779-08-1 C₁₆H₁₂ClF₆N₃O₂S 

Relevant academic research and scientific papers

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.

Diversification of edaravone via palladium-catalyzed hydrazine cross-coupling: Applications against protein misfolding and oligomerization of beta-amyloid

N-Aryl derivatives of edaravone were identified as potentially effective small molecule inhibitors of tau and beta-amyloid aggregation in the context of developing disease-modifying therapeutics for Alzheimer's disease (AD). Palladium-catalyzed hydrazine monoarylation protocols were then employed as an expedient means of preparing a focused library of 21 edaravone derivatives featuring varied N-aryl substitution, thereby enabling structure-activity relationship (SAR) studies. On the basis of data obtained from two functional biochemical assays examining the effect of edaravone derivatives on both fibril and oligomer formation, it was determined that derivatives featuring an N-biaryl motif were four-fold more potent than edaravone.

Photoinduced cleavage of N-N bonds of aromatic hydrazines and hydrazides by visible light

A photocatalytic system involving [Ru(bpyrz)(PFH, visible light, and air has been developed for cleavage of the N-N bonds of hydrazines and hydrazides. This catalytic system is generally effective for N,N-disubstituted hydrazine and hydrazide derivatives, including arylhydrazides, N-alkyl-N-arylhydrazines, and N,N-diarylhydrazines. The utility of this cleavage reaction has been demonstrated by synthesizing a variety of secondary aromatic amines. Georg Thieme Verlag Stuttgart ? New York.

Palladium-catalyzed cross-coupling of aryl chlorides and tosylates with hydrazine

Hydrazine is not a problem anymore: The title transformation is the first reaction to yield aryl hydrazines through the cross-coupling of aryl chlorides and tosylates with hydrazine. An appropriately designed palladium catalyst allows this reaction to proceed rapidly under mild conditions, and with excellent chemoselectivity (see scheme; Ad=adamantyl, Ts=4-toluenesulfonyl).

Processes for preparing pesticidal intermediates

Compounds of formula (I) are prepared by hydrogenolysis of a compound of formula (II): where R1is haloalkyl, haloalkoxy or ?SF5; W is N or CR3; and R2and R3are H or Cl. The compounds of formula (I) can be used as intermediates in the preparation of pesticidally active arylpyrazole compounds.

Kinetics of the Alkaline Hydrolysis of several Alkyl Phenylcarbazates

The kinetics in 25percent (v/v) dioxane-water of the alkaline hydrolysis, followed by UV spectrometry, of several alkyl phenylcarbazates (Ar-NH-NHCOOR, with Ar = phenyl, 4-chlorophenyl, 4-fluorophenyl, 3,4-dichlorophenyl and R = methyl, ethyl, propyl, chloroethyl, trichloroethyl) are discussed.The pKa of trichloroethyl phenylcarbazate is 14.12 at 25 deg C.The pH profiles, the activation entropy of -40 cal mol-1 K-1, the kinetic solvent isotope effect, kOH-/kOD-, of 3.45, the general-base catalysis and the effect of the leaving group and of the substituent on the aromatic ring are in agreement with the involvement of a BAc2 reaction scheme.

N-Phenylpyrazole derivatives

N-Phenylpyrazole derivatives of the formula: STR1 (wherein each of R5 and R6 represents a C1 -C4 alkyl or alkoxy radical, a trifluoromethyl, trifluoromethoxy, nitro, cyano or primary amino radical, or a fluorine, chlorine or bromine atom, each of R7, R8 and R9 represents a hydrogen atom, a C1 -C4 alkyl or alkoxy radical, a trifluoromethyl, trifluoromethoxy, nitro, cyano or primary amino radical or a fluorine, chlorine or bromine atom, or R5, R7, R8 and R9 each represents a hydrogen atom and R6 represents a trifluoromethoxy or trifluoromethyl radical, and R10 represents a cyano radical or substituted carbamoyl radical --CONHR11, wherein R11 represents a methyl or ethyl radical) have been found to possess useful herbicidal properties. All such N-phenylpyrazole derivatives with the exception of 5-amino-4-cyano-1-(2,4-dichlorophenyl)pyrazole and 5-amino-4-cyano-1-(4-chloro-2-methylphenyl)pyrazole are new compounds. Herbicidal compositions containing such N-phenylpyrazole derivatives are described and also processes for the preparation of the new compounds.

Antiimplantation Agents: Part I - 1-Arylthiosemicarbazides

Several 1-arylthiosemicarbazides, 2-arylhydrazinothiazolines and 2-arylhydrazinodihydrothiazines have been examined for their antiimplantation activity in rats.Among the active compounds, 4-methyl-1-(3,5-bistrifluoromethylphenyl)thiosemicarbazide (3, C 2696-Go) and the corresponding 4,4-dimethyl (47), ethyl (4), n-butyl (5) and allyl (6) derivatives completely inhibit implantation at doses 10, 3, 20, 20 and 30 mg/kg respectively.The 3,4-dichlorophenyl analogue (32) is effective at a dose of 30 mg/kg. 2-(3,5-Bistrifluoromethylphenyl)hydrazinothiazoline (51) and the corresponding dihydrothiazine (63) show a weaker activity.The biological profile of C 2696-Go has been investigated in detail.It appears to prevent implantation by its antiuterotropic activity and ability to inhibit desiduoma formation.

Carbazole methyl malonates

A process for the preparation of α-methyl-carbazole-2-acetic acids, which comprises reacting an α-methyl-3-oxocyclohexane malonic acid di-lower alkyl ester with a substituted phenylhydrazine, and thereafter sequentially oxidizing and hydrolyzing the reaction product to obtain the desired acid, is described.